Tetrahedron

Diastereoselective aldol condensation of 2-metalloalkyl-benzofhyazoles

E Epifani, S Florio, G Ingrosso

Index: Epifani, Erbana; Florio,Saverio; Ingrosso, Giovanni Tetrahedron, 1987 , vol. 43, # 8 p. 1937 - 1942

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Citation Number: 10

Abstract

2-Metalloalkylbentothiazoles 2, readily available from 2-alkylbenzothiazoles 1, undergo aldol reaction to give aldols 3 and 4. Low to satisfactory threo diastereoselection was observed with 2-lithio-and 2-trimethylsilyl derivatives 2b-d and 2e-g. High to excellent erythrostereoselection occurs witn 2-stannylalkylbenzothiazoles2h-i.