. alpha.-Chloro boronic esters from homologation of boronic esters

DS Matteson, D Majumdar

Index: Matteson, Donald S.; Majumdar, Debesh Journal of the American Chemical Society, 1980 , vol. 102, # 25 p. 7588 - 7590

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Citation Number: 131

Abstract

14 13 in 84% isolated yield by reduction [LiAlH (OCH3) 3,'2 THF,-100" c] of cis-enone 13, 13 was converted into the corresponding acetate and subjected to the rearrangement conditions [PdC12 (CN3CN) 2, THF, 2 h]. There was obtained in 90% yield an 85: 15 mixture, respectively, of the desired tram-allylic acetate 1514 and the C (13) trans-allylic acetate 16. The observed ratio of 15: 16 is not totally unexpected in view of the decreased ...