NDLI: Boron-mediated aldol reactions of a methyl ketone containing a cyclic silicon protecting group

Content Provider	Semantic Scholar
Author	Polo, Ellen Christine Dias, Luiz C.
Copyright Year	2013
Abstract	Treatment of 4 with PMB-acetimidate followed by oxidation with PCC resulted in 5 (65%, 2 steps). The aldol reaction between the boron enolate of methyl ketone 5 and aldehyde 2a gave aldol adduct 6 (90%, dr > 95:05). Treatment of 6 with Me4NHB(OAc)3 (89%, dr > 95:05) followed by treatment with DTBS ditriflate resulted in 7 (97%). The compound 7 was treated with DDQ (94%) followed by Swern oxidation providing methyl ketone 8 (97%) (Scheme 2).
Starting Page	87
Ending Page	87
Page Count	1
File Format	PDF HTM / HTML
DOI	10.5151/chempro-14bmos-r0087-1
Volume Number	1
Alternate Webpage(s)	http://pdf.blucher.com.br.s3-sa-east-1.amazonaws.com/chemistryproceedings/14bmos/R0087-1.pdf
Alternate Webpage(s)	https://doi.org/10.5151/chempro-14bmos-r0087-1
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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