Organic letters

Chemoselectivity of the ruthenium-catalyzed hydrative diyne cyclization: total synthesis of (+)-cylindricine C, D, and E

BM Trost, MT Rudd

Index: Trost, Barry M.; Rudd, Michael T. Organic Letters, 2003 , vol. 5, # 24 p. 4599 - 4602

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Citation Number: 100

Abstract

As part of an ongoing study of the ability to effect a hydrative cyclization of diynes to acylcycloalkenes, 1 the question of the chemoselectivity with unsymmetrical diynes arises (eq 1). In addressing this important issue, the impact of conjugation, wherein one of the R groups would be vinyl, was particularly intriguing because electronic versus steric effects might be anticipated to operate in opposing directions. ... Among a group of structurally interesting secondary ...