Environmentally benign deprotection of dithioacetals using 30% hydrogen peroxide catalyzed by Fe(acac)3 and sodium iodide

Total Synthesis of the Marine Phosphomacrolide, (−)-Enigmazole A, Exploiting Multicomponent Type I Anion Relay Chemistry (ARC) in Conjunction with a Late-Stage Petasis–Ferrier Union/Rearrangement

“…Continuing with the synthesis, application of the recently developed iron-mediated oxidative hydrolysis protocol 18 on dithiane (+)- 29 led to ketone (+)- 32 (Scheme 8), which in turn was submitted to the Narasaka-Prasad reduction 19 to provide diol (+)- 33 with high diastereoselectivity (single diastereomer, dr>20:1).…”

Tris(acetylacetonato) Iron(III): Recent Developments and Synthetic Applications

“…92 The same conditions were applied for oxidative cleavage of aryl-, vinyl-, and alkyl-substituted dithianes 219 in up to quantitative yields (Scheme 29, b). 93 Scheme 25 (a) Opening of 2-pyrones to highly substituted dienes, 84 (b) application of this method toward the total synthesis of granulatamide B, 84 (c) Fürstner's cycloisomerization-cross-coupling approach, 85 and (…”

“…Scheme 29 (a) Catalytic dedithioacetalization of dithianes to obtain acyl silanes, 92 and (b) aldehydes or ketones 93 A tremendously broad scope of substrates for transesterifications of different alcohols with different esters was described by Weng and co-workers in 2011 (Scheme 30, a). 94 An approach toward the diversity-oriented ketodiol 226 via didecarboxylative bidirectional aldolization of diacid 224 was published by Rodriguez (Scheme 30, b).…”

PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions

“…8 However, regeneration of the parent carbonyl species via removal of the thio moiety is often not an easy task. Generally, the existing deprotection can be achieved by using the traditional Hg(II)-based reagents 9,10 and other metal salts including AgNO3, 11 Fe(acac)3, 12 Cu(NO3)2, 13 SbCl5, 14 GaCl3 15 and ZnCr2O7. 16 It is obvious that most of the above methods are suffering from limits of potential environmental concerns caused by the metal pollution.…”