Full text
| |
| Author(s): |
Ellen Christine Polo
Total Authors: 1
|
| Document type: | Master's Dissertation |
| Press: | Campinas, SP. |
| Institution: | Universidade Estadual de Campinas (UNICAMP). Instituto de Química |
| Defense date: | 2011-02-18 |
| Examining board members: |
Luiz Carlos Dias;
Gustavo Seoane Muniz;
Lucia Helena Brito Baptistella
|
| Advisor: | Luiz Carlos Dias |
| Abstract | |
The aldol reactions of the boron enolate generated from methylketone 44 (containing a trans-acetonide), led to aldol adducts with moderate to good levels of diastereoselectivity, favoring the 1,5-anti adduct. The aldol reactions involving the boron enolate of methylketone 45 (containing a cis-acetonide) gave the corresponding aldol adducts with excellent levels of diastereoselectivity, favoring the 1,5-anti adduct. The aldol reactions of the boron enolate generated from methylketone 46 (containing a cyclic silicon protecting group and trans relationship between the chiral centers), led to the formation of aldol adducts with moderate to good levels of diastereoselectivity favoring the 1,5-anti isomer. The aldol reaction between the boron enolate prepared from methylketone 47 (containing a cyclic silicon protecting group and cis relationship between the chiral centers), led to the formation of aldol adduct with good level of diastereoselectivity favoring the 1,5-anti isomer (AU) | |
| FAPESP's process: | 08/07459-0 - Control of the relative stereochemistry in the addition of boron enolates of methylketones to aldehydes |
| Grantee: | Ellen Christine Polo |
| Support Opportunities: | Scholarships in Brazil - Master |