Synthesis of 2‐phosphinoxidomethyl‐ and 2‐phosphonomethyl glutaric acid derivatives
Синтез производных 2-фосфиноксидометил- и 2-фосфонометилглутаровой кислоты
2005-01-01
SCID: 54.1/g9gwqps8
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Michael additioncatalytic hydrogenationdialkyl phosphitesdiphenylphosphine oxideα-methylene-glutaric esters
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Abstract (AI)
Abstract Michael addition of the corresponding anions derived from diphenylphosphine oxide, dialkylphosphites, and a cyclic phosphite to α‐methylene‐glutaric esters ( 1 ) afforded the title compounds ( 2–6 ). Double debenzylation of 2‐phosphono glutaric esters 4b and 5a by catalytic hydrogenation under the appropriate conditions gave the correspon‐ ding diacides 8 and 9 , respectively. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:562–565, 2005; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20142
Key Findings
1
Catalytic hydrogenation under appropriate conditions achieved double debenzylation of 2-phosphono glutaric esters 4b and 5a.
2
Double debenzylation produced the corresponding phosphono glutaric diacids 8 and 9.
3
Michael addition of anions derived from diphenylphosphine oxide, dialkyl phosphites, and a cyclic phosphite to α-methylene-glutaric esters produced 2-phosphinoxidomethyl- and 2-phosphonomethyl glutaric ester derivatives.
4
The synthesis yielded the title compounds designated as derivatives 2–6.
Research Object
2-phosphinoxidomethyl- and 2-phosphonomethyl glutaric acid derivatives
Research Subject
Synthesis of the title glutaric acid derivatives by Michael addition of phosphorus-containing anions to α-methylene-glutaric esters and subsequent debenzylation to the corresponding diacids
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2005-01-01
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