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[摘要]：Chiral nonracemic gamma-seleno-alpha beta-ethylenic esters, when treated with sulfuryl chloride and ethyl vinyl ether in hexanes, produced alpha-chloro-beta,gamma-ethylenic esters in 65-75% yields, with ee values of 95-97%, and with 1,3-syn transfer of chirality. Reaction of these allylic chloride electrophiles with methylcuprate and with sodium azide nucleophiles afforded exclusively gamma-substituted-alpha,beta-ethylenic esters with faithful anti-transfer of chirality on multigram scale. |
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