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Please login or sign up for a free trial to access the full content. Variation 2: Via Carboxylate Phosphorus Intermediates

DOI: 10.1055/sos-SD-020-00605

Keller, P. A.Science of Synthesis, (200720618.

The activation of carboxylic acids by their conversion into a mixed carboxylatephosphate anhydride enables the subsequent facile addition of a second carboxylic acid unit to yield the anhydride, e.g. 8. Phosphorus reagents used include compounds 5,[‌12‌] 6,[‌13‌] and 7[‌12‌,‌14‌] (Scheme 3) and are easily prepared.[‌15‌‌17‌] This mild, high-yielding procedure is widely applicable to aliphatic, aromatic, and heteroaromatic systems (Scheme 4).[‌12‌,‌13‌]

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Meeeeeeeeee 8

M8 Meeeeeeeee Meeee (%) ee (°M) ee ee (°M/Meee) Mee
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Me MM8Me8, 88eee 88 8888 [‌88‌]
(MM8)8Me Me8M/MM8Me8, 88eee 88 888888/88 [‌88‌]
8-M8MM8M8 Me8M/MM8Me8, 88eee 88 888888 [‌88‌]
MM=MMe Me8M/MM8Me8, 88eee 88 888888 [‌88‌]
8-Mee Me8M/MM8Me8, 88eee 88 8888 [‌88‌]
8-eeeeeee Me8M/MMM, 88eee 88 888888 [‌88‌]
8-eeeeeeeeeeee-8-ee M-eeeeeeeeeeeeeee/MM8Me8, 888eee 88 888888 [‌88‌]

e Meeeeeee eeee eee eeeeee, M8,M8=MM=MM.

Meeeeeeeeeee Meeeeeeee

Meeeeeeeeeeeeeeee Meeeeeeee (8, M8=MM8MMeee); Meeeeee Meeeeeeee:[‌88‌]

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