ASYMMETRIC ALLYLBORATIONS OF 3-DECYNAL DICOBALT HEXACARBONYL - COBALT INDUCED REVERSAL OF ENANTIOSELECTIVITY AND APPLICATIONS TO HIGHLY DIASTEREOSELECTIVE INTRAMOLECULAR PAUSON-KHAND REACTIONS

被引:35
作者
ROUSH, WR
PARK, JC
机构
[1] Department of Chemistry, Indiana University, Bloomington
关键词
D O I
10.1016/0040-4039(91)80148-Y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantioselective crotylborations of 3-decynal dicobalt hexacarbonyl (10) provide a very convenient route to stereochemically defined 1,6-enyne dicobalt hexacarbonyl complexes (12, 13) that undergo highly diastereoselective intramolecular Pauson-Khand cyclizations to bicyclooctenones 14 and 15 (90% e.e. for 15). The mechanistically significant reversal of enantioselectivity in the allylborations of 10 compared to the parent 3-decynal 5 is also reported.
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页码:6285 / 6288
页数:4
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