MEDIUM RING;
UNSATURATED LACTONE;
ENOLATE HYDROXYLATION;
TEBBE METHYLENATION;
HYDROSILATION;
D O I:
10.1016/S0040-4039(00)92339-6
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
The advanced intermediate (the 2,3,4,7,8,9-hexahydrooxonin) 3 for the synthesis of the Laurencia oxonane natural product, obtusenyne 1 was prepared in 8 steps from the previously reported lactone 4. The key transformations were the stereoselective enolate hydroxylation of the lactone 4 and a hydroxyl-directed intramolecular hydrosilation of the enol ether 12.