The Journal of Organic Chemistry

5-Chloro-2-lithio-1-pentene and related reagents. Efficient methylenecyclohexane annulation sequences

E Piers, BWA Yeung

Index: Piers, Edward; Yeung, Bik Wah Anissa Journal of Organic Chemistry, 1984 , vol. 49, # 23 p. 4567 - 4569

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Citation Number: 56

Abstract

Summary: 5-Chloro-2-lithio-1-pentene (71, obtained by transmetalation of the (trimethylstanny1) alkene 11, can be converted into the corresponding Grignard and organocopper reagents. Conjugate addition of the latter species to the enones 13-19, followed by ring closure of the resultant adducts 20-26, provides the methylenecyclohexane annulation products 27-37.