The reactions of 3H-isobenzofuran-1-thione (1) with (S)-2-methyloxirane (2) and (R)-2-phenyloxirane (6) in the presence of SiO 2 in anhydrous CH 2 Cl 2 led to two pairs of diastereoisomeric spirocyclic 1,3-oxathiolanes, i.e., 3 and 4 with a Me group at C(5'), and 7 and 8 with a Ph group at C(4'), re
✦ LIBER ✦
Reactions of 3-alkyl- and 3,3-dialkyl-1-bromoallenes with organocuprates: Effects of the nature of the cuprate reagent on the regio- and stereoselectivity
✍ Scribed by Anna Maria Caporusso; Carmela Polizzi; Luciano Lardicci
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 253 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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## Abstract 1,3‐Diynes HCCCCR′ (1, R′ H or Ph) are converted by cuprates [RCuY]M′ (R alkyl; Y Cl, Br or R; M′ Li, MgCl or MgBr) into a mixture of [HC(CuY)C(R)CCR′]M′ (2) and [RCHC(CuY)CCR′]M′ (3). When R is n‐alkyl, adducts **2** are the major products; adducts **3** are prefere