A highly stereoselective synthesis of allenic halides by means of halocuprate-induced substitution in propargylic methane sulfonates

CJ Elsevier, J Meijer, G Tadema… - The Journal of …, 1982 - ACS Publications
0 Measured inEtOH (c= 2) for undistilled compounds and corrected for small amounts of3-halo-3-phenyI-l-propynes.
The recorded rotations refer to conversionof optically pure (S)-l and …

Vinyl copper (I) compounds Part I: Stereospecific addition of heterocuprates to 1‐alkynes in tetrahydrofuran

H Westmijze, J Meijer, HJT Bos… - Recueil des Travaux …, 1976 - Wiley Online Library
In this paper a study on the reactivity of various heterocuprates [RCuY]MgX 1 towards 1‐alkynes
R′−C≡CH 2 in tetrahydrofuran is presented. In most cases a smooth cis addition was …

Application of allenylsilver (I) compounds in organic synthesis. A simple route to substituted allenes

H Westmijze, H Kleijn, HJT Bos, P Vermeer - Journal of Organometallic …, 1980 - Elsevier
Allenylsilver(I) compounds, prepared in situ by addition of alkylsilver(I)-lithium bromide
complexes to butenynes, readily react with a variety of electrophiles. The produced compounds …

Base‐catalysed isomerization of 2‐propynylamines. Synthesis of (dialkylamino) allenes

HD Verkruijsse, HJT Bos, LJ De Noten… - Recueil des Travaux …, 1981 - Wiley Online Library
A number of (dialkylamino)allenes 2 have been obtained in excellent yields and in a
reasonable state of purity by isomerization of dialkyl‐2‐propynylamines 1 with potassium tert‐…

Photochemical cycloaddition of thiocarbonyl compounds to diphenylketene and a related ketenimine

JD Coyle, PA Rapley, J Kamphuis… - Journal of the Chemical …, 1985 - pubs.rsc.org
Diphenylketene undergoes photocycloaddition with N-methylthiophthalimide, N-methyldithiophthalimide
or xanthene-9-thione, to give a Spiro-adduct containing a thietan-2-one ring. …

Addition of carbonyl compounds to alkynes under the influence of boron trifluoride

HJT Bos, JF Arens - Recueil des Travaux Chimiques des Pays …, 1963 - Wiley Online Library
α,β‐Unsaturated ketones are formed by reaction of aldehydes and ketones with
phenylethyne under the influence of boron trifluoride. When using aromatic aldehydes 2,4,6‐…

Nucleophilic displacements at halogen in 1‐chloro‐, 1‐bromo‐and 1‐iodo‐1‐alkynes: I. Thiolates as nucleophiles

MC Verploegh, L Donk, HJT Bos… - Recueil des Travaux …, 1971 - Wiley Online Library
Second‐order rate constants, k 2 , of reactions of thiolates with several 1‐aryl‐2‐halogenoacetylenes
and 1‐halogeno‐2‐(2‐thienyl)acetylenes were measured in methanol‐water …

Chemistry of acetylenic ethers 84: Addition of aldehydes, ketones, esters and amides to 1‐alkynyl ethers under the influence of Lewis acids; direct formation of α, β …

H Vieregge, HM Schmidt, J Renema… - Recueil des Travaux …, 1966 - Wiley Online Library
A large variety of α,β‐unsaturated esters has been prepared by addition of aldehydes and
ketones to 1‐alkynyl ethers under the catalytic influence of boron trifluoride‐ether. With …

Rearrangements of substituted propargyl vinyl sulfides: Formation of allenic dithioesters and their conversion into derivatives of 2H‐thiopyran and thiopene

PJW Schuijl, HJT Bos… - Recueil des Travaux …, 1969 - Wiley Online Library
Compounds of the general formula R 1 CH=C(SC 2 H 5 )S‐CH 2 C 2 ≡CR 2 (II) (with R 1 =H,
alkyl or aryl and R 2 =H or CH 3 ) prepared by metallation of dithioesters R 1 CH 2 C(=S)…

A new stereoselective approach for the total synthesis of (.+-.)-isotadeonal,(.+-.)-polygodial,(.+-.)-warburganal, and (.+-.)-muzigadial

BJM Jansen, HH Sengers, A De Groot… - The Journal of Organic …, 1988 - ACS Publications
Stereoselective total syntheses of (±)-isotadeonal (20),(i)-polygodial (1),(±)-warburganal (2),
and (±)-muzigadial (4) are described starting from 4a-methylperhydronaphthalen-2-ones. …