Synthesis of Discodermolide Subunits by SE2′ Addition of Nonracemic Allenylstannanes to Aldehydes

Journal of Organic Chemistry

Volumn 63, Issue 3, 1998, Pages 817-823

  Marshall, James A ^a   Lu, Zhi Hui ^a   Johns, Brian A ^a  

^a UNIVERSITY OF VIRGINIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000635826     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971900+     Document Type: Article

References (24)

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14. The assignment of stereochemistry at the acetal center is based on molecular mechanics calculations. The program Macromodel V4.5 was employed for these calculations. Global minimum multiple conformer searching was achieved with the Monte Carlo subroutine in BATCHMIN through 500-step interations. For a description of the program, see: (a) Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, R.; Lipton, M.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W. C. J. Comput. Chem. 1990, 11, 440. (b) Chang, G.; Guida, W. C.; Still, W. C. J. Am. Chem. Soc. 1989, 111, 4379.
15. The assignment of stereochemistry at the acetal center is based on molecular mechanics calculations. The program Macromodel V4.5 was employed for these calculations. Global minimum multiple conformer searching was achieved with the Monte Carlo subroutine in BATCHMIN through 500-step interations. For a description of the program, see: (a) Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, R.; Lipton, M.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W. C. J. Comput. Chem. 1990, 11, 440. (b) Chang, G.; Guida, W. C.; Still, W. C. J. Am. Chem. Soc. 1989, 111, 4379.
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24. Purchased from Fine Chemicals Inc., Saddlebrook, N.J.